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Mini-Reviews in Medicinal Chemistry


ISSN (Print): 1389-5575
ISSN (Online): 1875-5607

Research Article

Synthesis, Characterization, Antimicrobial and Anticancer Studies of Metal Complexes of 2-methoxy-4-((3-methylpyridin-2-ylimino)methyl)phenol

Author(s): Akanksha Mishra, Sumit Tahlan, Kalavathy Ramasamy, Siong Meng Lim, Syed Adnan Ali Shah and Balasubramanian Narasimhan*

Volume 20, Issue 13, 2020

Page: [1311 - 1317] Pages: 7

DOI: 10.2174/1389557520666200505124125

Price: $65


Background: Being derived from primary amine and aromatic aldehyde, Schiff base and their complexes have an imperative role in the improvement of inorganic chemistry, which are broadly studied as coordination compounds and are gradually becoming more important in biochemical and analytical applications.

Methods: They have also been used for antibacterial, antifungal, anticancer, antitubercular activities. Novel synthesised Schiff’s base 2-methoxy-4-((3-methylpyridin-2-ylimino)methyl)phenol (SB) and its metal complexes (Zn[II], Cu[II], Co[II] and Ni[II]) were characterised by UV, IR and NMR spectroscopy. Formation of the Schiff base and the metal (Zn[II], Cu[II], Co[II] and Ni[II]) chelates was supported by spectral and analytical data. The ligand and metal complexes have been screened for their antibacterial activity against Staphylococcus aureus, Salmonella typhi, Escherichia coli, Klebsiella pneumoniae and antifungal activity against the fungi Candida albicans and Aspergillus niger. Further, the synthesised compounds were also screened for antiproliferative activity against the human colorectal carcinoma (HCT116) cell line using the Sulforhodamine B assay.

Result: Metal complexes formed were found to enhance the potency of the Schiff base due to coordination with a copper complex, showing better activity than others.

Conclusion: Copper complex was observed to be more potent than other complexes against all the pathogenic microbes and cancer cell line (HCT116).

Keywords: 2-Amino 3-methyl pyridine, anticancer activity, antimicrobial activity, metal complexes, Schiff base and Vanillin.

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Zemede, Y.B.; Kumar, A.S. Synthesis, characterization, corrosion inhibition and biological evaluation of Schiff bases. Int. J. Chem. Tech. Res., 2014, 7(1), 279-286.
Turan, N.; Bursal, E.; Çolak, N.; Buldurun, K. Investigation of synthesis, structural characterization, antioxidant activities and thermal properties of Zn(II), Fe(II) and Mn(II) complexes with thiophene-carboxylate ligand. J. Chem. Biochem., 2015, 3(2), 13-29.
Emami, S.; Foroumadi, A.; Falahati, M.; Loffali, E.; Rajabalian, S.; Ebrahimi, S.A.; Farahyar, S.; Shafiee, A. 2-Hydroxy phenacyl azoles and related azolium derivative as antifungal agents. Bioorg. Med. Chem. Lett., 2008, 18, 141-146.
Ejidike, I.P.; Ajibade, P.A. Synthesis, characterization, antioxidant and antibacterial studies of some metal(II) complexes of tetradentate Schiff base ligand: (4E)-4-[(2-(E)-[1-(2,4-dihydroxy phenyl)ethylidene]aminoethyl)imino]pentan-2-one. Bioinorg. Chem. Appl., 2015, 1-9.
Joseyphus, R.S.; Nair, M.S. Antibacterial and antifungal studies on some Schiff base complexes of Zinc (II). Microbiology, 2008, 36(2), 93-98.
Xiao, Y.J.; Diao, Q.C.; Liang, Y.H.; Zeng, K. Two novel Co (II) complexes with two different Schiff bases: inhibiting growth of human skin cancer cells. Braz. J. Med. Biol. Res., 2017, 50(7) e6390
Dhanasekar, M. Antony, Dr. S.A.; Rohinichandran. Anticancer activities of schiff base transition metal complexes derived from 4-aminoantipyrine and dihydropyrimidinones. World J. Pharm. Pharm. Sci., 2014, 3, 906-915.
Horozic, E.; Cipurkovic, A.; Ljubijankic, N. Anti-infective and anti-tumor activity of some metal complexes (m(ii)-m(iv)) with Schiff bases. Technologica. Acta., 2017, 10, 27-34.
Abd-Elzaher, M.M.; Labib, A.A.; Mousa, H.A.; Moustafa, S.A.; Ali, M.M.; El-Rashedy, A.A. Synthesis, anticancer activity and molecular docking study of Schiff base complexes containing thiazole moiety. Beni-Seuf Univ. J. Appl. Sci., 2016, 5, 85-96.
Cappuccino, J.C.; Sherman, N. Microbiology-a laboratory manual; California Addison Wesley, 1999, p. 263.
Pharmacopoeia of India. Vol Ӏ Controller of publication, ministry of health department; Govt. of India: New Delhi, 2007, p. 37.
Skehan, P.; Storeng, R.; Scudiero, D.; Monks, A.; McMahon, J.; Vistica, D.; Warren, J.T.; Bokesch, H.; Kenney, S.; Boyd, M.R. New colorimetric cytotoxicity assay for anticancer-drug screening. J. Natl. Cancer Inst., 1990, 82, 1107-1112.

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